title: Nickel-catalyzed allylic substitution of simple alkenes.
abstract: This report describes a nickel-catalyzed allylic substitution process of simple alkenes whereby an important structural motif, a 1,4-diene, was prepared. The key to success is the use of an appropriate nickel-phosphine complex and a stoichiometric amount of silyl triflate. Reactions of 1-alkyl-substituted alkenes consistently provided 1,1-disubstituted alkenes with high selectivity. Insight into the reaction mechanism as well as miscellaneous application of the developed catalytic process is also documented.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 18-492, Cambridge, MA 02139, USA.
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Matsubara
authors.forename: Timothy F
authors.initials: TF
authors.lastname: Jamison
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D009532:Nickel / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry
chemical_list: D000475:Alkenes; D000498:Allyl Compounds; D012821:Silanes; D009532:Nickel